MedKoo Cat#: 585066 | Name: Queuine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Queuine is the base for nucleoside Q.

Chemical Structure

Queuine
Queuine
CAS#72496-59-4

Theoretical Analysis

MedKoo Cat#: 585066

Name: Queuine

CAS#: 72496-59-4

Chemical Formula: C12H15N5O3

Exact Mass: 277.1175

Molecular Weight: 277.28

Elemental Analysis: C, 51.98; H, 5.45; N, 25.26; O, 17.31

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Queuine; Base Q; Q Base
IUPAC/Chemical Name
4H-Pyrrolo(2,3-d)pyrimidin-4-one, 2-amino-5-((((1S,4S,5R)-4,5-dihydroxy-2-cyclopenten-1-yl)amino)methyl)-1,7-dihydro-
InChi Key
WYROLENTHWJFLR-ACLDMZEESA-N
InChi Code
InChI=1S/C12H15N5O3/c13-12-16-10-8(11(20)17-12)5(4-15-10)3-14-6-1-2-7(18)9(6)19/h1-2,4,6-7,9,14,18-19H,3H2,(H4,13,15,16,17,20)/t6-,7-,9+/m0/s1
SMILES Code
O=C1C2=C(NC=C2CN[C@H]3C=C[C@H](O)[C@@H]3O)NC(N)=N1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 277.28 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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Structural insights into the stimulation of S. pombe Dnmt2 catalytic efficiency by the tRNA nucleoside queuosine. Sci Rep. 2018 Jun 11;8(1):8880. doi: 10.1038/s41598-018-27118-5. PubMed PMID: 29892076; PubMed Central PMCID: PMC5995894. 11: Behrens C, Biela I, Petiot-Bécard S, Botzanowski T, Cianférani S, Sager CP, Klebe G, Heine A, Reuter K. Homodimer Architecture of QTRT2, the Noncatalytic Subunit of the Eukaryotic tRNA-Guanine Transglycosylase. Biochemistry. 2018 Jul 3;57(26):3953-3965. doi: 10.1021/acs.biochem.8b00294. Epub 2018 Jun 14. PubMed PMID: 29862811. 12: Zhang D, Zhou CY, Busby KN, Alexander SC, Devaraj NK. Light-Activated Control of Translation by Enzymatic Covalent mRNA Labeling. Angew Chem Int Ed Engl. 2018 Mar 5;57(11):2822-2826. doi: 10.1002/anie.201710917. Epub 2018 Feb 14. PubMed PMID: 29380476; PubMed Central PMCID: PMC6052764. 13: Kessler AC, Kulkarni SS, Paulines MJ, Rubio MAT, Limbach PA, Paris Z, Alfonzo JD. Retrograde nuclear transport from the cytoplasm is required for tRNA(Tyr) maturation in T. brucei. RNA Biol. 2018;15(4-5):528-536. doi: 10.1080/15476286.2017.1377878. Epub 2017 Nov 3. PubMed PMID: 28901827; PubMed Central PMCID: PMC6103694. 14: Ehret F, Zhou CY, Alexander SC, Zhang D, Devaraj NK. Site-Specific Covalent Conjugation of Modified mRNA by tRNA Guanine Transglycosylase. Mol Pharm. 2018 Mar 5;15(3):737-742. doi: 10.1021/acs.molpharmaceut.7b00356. Epub 2017 Aug 15. PubMed PMID: 28749687. 15: Ehrmann FR, Stojko J, Metz A, Debaene F, Barandun LJ, Heine A, Diederich F, Cianférani S, Reuter K, Klebe G. Soaking suggests "alternative facts": Only co-crystallization discloses major ligand-induced interface rearrangements of a homodimeric tRNA-binding protein indicating a novel mode-of-inhibition. PLoS One. 2017 Apr 18;12(4):e0175723. doi: 10.1371/journal.pone.0175723. eCollection 2017. PubMed PMID: 28419165; PubMed Central PMCID: PMC5395182. 16: Zallot R, Yuan Y, de Crécy-Lagard V. 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